3-(p-Anis­yl)sydnone

In the title sydnone compound [systematic name: 3-(4-meth­oxy­phen­yl)-1,2,3-oxadiazol-3-ium-5-olate], C9H8N2O3, the essentially planar oxadiazole ring [maximum deviation = 0.005 (1) Å] is inclined at a dihedral angle of 30.32 (8)° with respect to the benzene ring. In the crystal, adjacent mol­ecules are inter­connected by inter­molecular C—H⋯O hydrogen bonds into sheets lying parallel to (100). Weak inter­molecular π–π inter­actions [centroid–centroid distance = 3.5812 (8) Å] further stabilize the crystal packing

Ethyl 4-(4-methoxy­phen­yl)-2-oxo-6-phenyl­cyclo­hex-3-ene-1-carboxyl­ate

The asymmetric unit of the title compound, C22H22O4, consists of two independent mol­ecules (A and B) which differ significantly in the orientations of ethyl carboxyl­ate groups. The phenyl ring in mol­ecule B is disordered over two orientations with occupancies of 0.55 (2) and 0.45 (2). The cyclo­hexenone ring of both mol­ecules adopts an envelope conformation. The dihedral angle between the two aromatic rings is 81.12 (7)° in mol­ecule A and 70.8 (3)° in mol­ecule B [57.5 (4)° in the minor disorder component]. The crystal structure is stabilized by weak intermolecular C—H⋯O hydrogen bonds and C—H⋯π inter­actions

4-(4-Bromo­benzyl­ideneamino)-1-(diphenyl­amino­meth­yl)-3-[1-(4-isobutyl­phen­yl)eth­yl]-1H-1,2,4-triazole-5(4H)-thione

In the title compound, C34H34BrN5S, the two phenyl rings of the diphenyl­amino­methyl group are inclined at an angle of 73.86 (8)° and they form dihedral angles of 74.04 (8) and 48.74 (8)° with the triazole ring. Intra­molecular C—H⋯S hydrogen bonds generate S(6) and S(5) ring motifs. The crystal structure is stabilized by weak C—H⋯π inter­actions

3-Phenyl-4-{3-[(p-tol­yloxy)meth­yl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thia­diazin-6-yl}sydnone

In the title compound (systematic name: 3-phenyl-4-{3-[(p-tol­yloxy)meth­yl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thia­diazin-6-yl}-1,2,3-oxadiazol-3-ium-5-olate), C20H16N6O3S, an intra­molecular C—H⋯O hydrogen bond generates an S(6) ring motif. The 3,6-dihydro-1,3,4-thia­diazine ring adopts a twist-boat conformation. The 1,2,3-oxadiazole and 1,2,4-triazole rings are inclined to each other at an inter­planar angle of 44.13 (13)°. The phenyl ring makes an inter­planar angle of 67.40 (13)° with the attached 1,2,3-oxadiazole ring. In the crystal structure, adjacent mol­ecules are inter­connected into two-mol­ecule-thick arrays parallel to (100) via C—H⋯O and C—H⋯N hydrogen bonds. A short S⋯O contact [2.9512 (18) Å] is observed

4-[3-(Phen­oxy­meth­yl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thia­diazin-6-yl]-3-(p-tol­yl)sydnone

In the title triazolothia­diazine derivative, C20H16N6O3S {systematic name: 3-(4-methyl­phen­yl)-4-[3-(phen­oxy­meth­yl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thia­diazin-6-yl]-1,2,3-oxadiazol-3-ium-5-olate}, an S(6) ring motif is generated by an intra­molecular C—H⋯O hydrogen bond. The 3,6-dihydro-1,3,4-thia­diazine ring adopts a twist-boat conformation. The dihedral angle between the 1,2,3-oxadiazole and 1,2,4-triazole rings is 46.45 (14)°. The 1,2,3-oxadiazole ring is inclined at dihedral angle of 59.49 (13)° with respect to the benzene ring attached to it. In the crystal structure, inter­molecular C—H⋯O and C—H⋯N hydrogen bonds link neighbouring mol­ecules into two-mol­ecule-thick arrays parallel to the bc plane. A short S⋯O inter­action [2.9565 (19) Å] also occurs

[3-(4-Chloro­phen­yl)-5-hydr­oxy-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl](3-pyrid­yl)methanone

In the title compound, C21H16ClN3O2, the dihedral angles formed by the pyrazole ring with the pyridyl, phenyl­ene and phenyl rings are 6.80 (5), 9.23 (5) and 74.96 (5)°, respectively. The phenyl and phenyl­ene rings are inclined at 80.14 (2)°. Intra­molecular O—H⋯O and C—H⋯N hydrogen bonds generate S(6) ring motifs. The crystal packing is strengthened by short inter­molecular O—H⋯N, C—H⋯O hydrogen bonds and π–π stacking inter­actions with centroid–centroid distances of 3.6247 (5)–3.7205 (5) Å, together with inter­molecular short O⋯N contacts [2.7682 (11) Å]. Mol­ecules are linked into infinite chains along [100]

3-(2,3-Dimethyl-5-oxo-1-phenyl-2,5-di­hydro-1H-pyrazol-4-yl)sydnone

In the title sydnone compound [systematic name: 3-(2,3-dimethyl-5-oxo-1-phenyl-2,5-dihydro-1H-pyrazol-4-yl)-1,2,3-oxadiazol-3-ium-5-olate], C13H12N4O3, the oxadiazole and pyrazole rings are essentially planar [maximum deviations = 0.006 (1) and 0.019 (1) Å, respectively] and are inclined at inter­planar angles of 37.84 (4) and 46.60 (4)°, respectively, with respect to the benzene ring. In the crystal, adjacent mol­ecules are inter­connected into a three-dimensional supra­molecular network via inter­molecular C—H⋯O hydrogen bonds. Weak inter­molecular π–π aromatic stacking inter­actions [centroid–centroid distance = 3.5251 (5) Å] further stabilize the crystal packing

4-[(4-Chloro­phen­yl)(5-hydr­oxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)meth­yl]-5-methyl-2-phenyl-1H-pyrazol-3(2H)-one

In the the title compound, C27H23ClN4O2, the chloro­phenyl ring forms dihedral angles of 77.70 (9) and 86.65 (9)°, respectively, with the pyrazol-3-one and pyrazole rings. The phenyl rings attached to the pyrazole rings are twisted away from them [dihedral angles 33.80 (9) and 40.34 (10)°]. An intramolecular O—H⋯O hydrogen bond generates an S(8) ring motif. The mol­ecules are linked into chains running along the c axis by N—H⋯N hydrogen bonds, and the chains are cross-linked via C—H⋯O hydrogen bonds and C—H⋯π inter­actions involving the chloro­phenyl ring

(4-Methyl­phen­yl)[3-(5-nitro-2-fur­yl)-1-phenyl-1H-pyrazol-4-yl]methanone

In the title pyrazole compound, C21H15N3O4, an intra­molecular C—H⋯O hydrogen bond generates an S(7) ring motif. The essentially planar furan and pyrazole rings [maximum atomic deviations of 0.011 (2) and 0.006 (2) Å, respectively] make a dihedral angle of 9.21 (11)°. The nitro group is approximately coplanar with the attached furan ring, as indicated by the dihedral angle of 4.5 (2)°. In the crystal structure, inter­molecular C—H⋯O inter­actions form bifurcated hydrogen bonds, generating R 1 2(7) ring motifs. These hydrogen bonds link the mol­ecules into infinite chains along the a axis. The crystal structure is further stabilized by weak inter­molecular π–π inter­actions [centroid–centroid distance = 3.4118 (10) Å]

3-Benzamidomethyl-4-[(E)-2-chloro­benzyl­ideneamino]-1H-1,2,4-triazole-5(4H)-thione

In the title compound, C17H14ClN5OS, the dihedral angles formed by the two benzene rings with the triazole ring are 66.88 (3) and 19.16 (3)°, and the benzene rings are inclined to each other with a dihedral angle of 78.40 (3)°. Inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into layers parallel to the (100) planes, and centrosymmetric π–π stacking inter­actions [centroid–centroid distance = 3.7717 (5) Å] are formed between benzene rings in neighbouring layers